C8753

Cholesteryl arachidonate

Name: Cholesteryl arachidonate
Brand: SIGMA

≥95% (HPLC; detection at 205 nm), viscous liquid

Sinônimo(s):

3β-Hydroxy-5-cholestene 3-arachidonate, 5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate

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Sobre este item

Fórmula empírica (Notação de Hill):

C₄₇H₇₆O₂

Número CAS:

604-34-2

Peso molecular:

673.11

Número MDL:

MFCD00056441

Código UNSPSC:

12352211

ID de substância PubChem:

24893099

NACRES:

NA.77

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Nível de qualidade

200

Ensaio

≥95% (HPLC; detection at 205 nm)

Formulário

viscous liquid

cor

clear

grupo funcional

ester

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C

InChI

1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11+,15-14+,18-17+,21-20+

chave InChI

IMXSFYNMSOULQS-SXXSVFILSA-N

Categorias relacionadas

Biochemicals

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Este Item	C9253	C0289	C2800
Sigma-Aldrich C8753 Cholesteryl arachidonate	Sigma-Aldrich C9253 Cholesteryl oleate	Sigma-Aldrich C0289 Cholesteryl linoleate	Sigma-Aldrich C2800 Cholesteryl phenylacetate
functional group ester	functional group ester	functional group ester	functional group ester
assay ≥95% (HPLC; detection at 205 nm)	assay ≥98% (HPLC; detection at 205 nm)	assay ≥98% (HPLC; detection at 205 nm)	assay ≥98% (HPLC; detection at 258 nm)
shipped in dry ice	shipped in ambient	shipped in ambient	shipped in ambient
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
form viscous liquid	form powder	form powder	form crystalline powder
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200

Aplicação

Cholesteryl arachidoante was oxidized and used to study the biological effects.[1][2]

Ações bioquímicas/fisiológicas

Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein. Receptor-LDL complexes are taken up by lysosomes and hydrolyzed to release cholesterol from the esters.[3] The enzyme acid cholesteryl ester hydrolase is responsible for the hydrolysis of cholesteryl esters; a defective enzyme can result in the formation of atherosclerotic lesions in humans.[4]

Nota de preparo

Cholesteryl arachidonate is a clear, colorless viscous liquid in chloroform.

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number

0000508479

0000479962

0000456991

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[Serum cholesterol ester level in patients with ischemic heart disease and liver disease].

N P Odushko et al.

Kardiologiia, 24(10), 90-93 (1984-10-01)

The blood serum of coronary and liver patients was shown to display a similar increase in the relative levels of cholesterololeate and a some what less marked elevation in the content of cholesterol esters with saturated fatty acids. The cholesterollinoleate

Acetylated low density lipoprotein inhibits the incorporation of arachidonic acid in phospholipids with a concomitant increase of cholesterol arachidonate in rat peritoneal macrophages.

C Pollaud et al.

Biochimica et biophysica acta, 1259(3), 211-219 (1995-12-07)

The aim of our work was to evaluate the influence of native low density lipoproteins (LDL) and LDL chemically modified by acetylation (acLDL) on incorporation and release of arachidonic acid (AA) in rat peritoneal macrophages. Compared to a control group

The mobility of cholesteryl esters in native and reconstituted low density lipoprotein as monitored by nuclear magnetic resonance spectroscopy.

P A Kroon et al.

The Journal of biological chemistry, 256(11), 5340-5344 (1981-06-10)

Sterol and steryl ester regulation of phospholipase A2 from the mosquito parasite Lagenidium giganteum.

J L Kerwin et al.

Lipids, 31(11), 1179-1188 (1996-11-01)

Lagenidium giganteum, a facultative parasite of mosquito larvae, cannot synthesize sterols, and requires an exogenous source of these lipids in order to enter its reproductive cycle. This parasite grows vegetatively in the absence of sterols, but requires cholesterol or structurally

Presence of cholesteryl ester hydroperoxide in human blood plasma.

Y Yamamoto et al.

Biochemical and biophysical research communications, 165(3), 988-993 (1989-12-29)

An analytical method for quantitating the cholesteryl ester hydroperoxide and ubiquinols-9 and 10 in biological samples, especially plasma, was described. About 3 nM cholesteryl ester hydroperoxide, 20 nM ubiquinol-9, and 620 nM ubiquinol-10 were found in the hexane extract of

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Cholesterol Esterification

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.

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